Carbon Dioxide → 2-Phenylisobutyric acid

HRID 495109

Reaktionsgleichung

Reaktionsgleichung von HRID 495109
[CH3:1][C:2]1([CH3:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=O)[CH2:3]1.[C:13]1([C:19]([CH3:24])([CH3:23])[C:20]([OH:22])=[O:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH2:25](Cl)[C:26]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)(C)[CH3:27].[Mg].C(=O)=O>>[C:13]1([C:19]([CH3:24])([CH3:23])[C:20]([OH:22])=[O:21])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH3:25][C:26]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)([CH2:4][CH2:3][C:2]([CH3:1])([C:10]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)[CH3:12])[CH3:27]

Komponenten

7

Edukt 5

HCID 280Carbon DioxideHCID 132222-Phenylisobutyric acid2×HCID 68191Neophyl chlorideHCID 3046283,3-Dimethyl-1-indanoneHCID 5462224Magnesium

Produkt 2

HCID 132222-Phenylisobutyric acidHCID 3167052,5-Dimethyl-2,5-diphenylhexane

Versuchsvorschrift

A convenient synthesis into 3,3-dimethyl indan-1-one is via the acid catalysed cyclisation of phenylisobutyric acid. The phenylisobutyric acid may be prepared by reaction of neophylchloride with magnesium followed by carbon dioxide under known conditions. Typically, one obtains phenylisobutyric acid in admixture with an unwanted coupling product 2,5-dimethyl-2,5-diphenyl hexane.

Quellen und Nachweise

ORD-Eintrag
ord-e9d2482638e5442e8234f0af31d5e552
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07538243B2

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